SYNTHESIS OF CHIRAL ACETYLENIC ANALOGS OF THE PLANT HORMONE ABSCISIC-ACID

Authors
ROSE PA ABRAMS SR SHAW AC
Citation
Pa. Rose et al., SYNTHESIS OF CHIRAL ACETYLENIC ANALOGS OF THE PLANT HORMONE ABSCISIC-ACID, Tetrahedron : asymmetry, 3(3), 1992, pp. 443-450
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
3
Issue
3
Year of publication
1992
Pages
443 - 450
Database
ISI
SICI code
0957-4166(1992)3:3<443:SOCAAO>2.0.ZU;2-B
Abstract
Syntheses of optically active acetylenic analogs of abscisic acid are described. The key step involves the diastereoselective alkylation of the (2S,3S)-butanediol ketal of oxoisophorone, which produces a 3:1 mi xture of separable diastereoisomers. The absolute stereochemistry of t he analogs was established by conversion to a known derivative and by correlation of ORD data.